A green agricultural field with rows of crops and greenhouses in the distance under a cloudy sky.

Find Kid Friendly Hotels in Chester from S$134

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chester Family friendly Hotels

Our top choices for Chester family-friendly hotels

Exterior

The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (235 reviews)
The price is S$314
includes taxes & fees
13 Jul - 14 Jul
The Dominion House Bed & Breakfast
Lobby

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
8.4 out of 10, Very good, (71 reviews)
The price is S$158
includes taxes & fees
26 Jul - 27 Jul
Comfort Suites Central Valley - Woodbury
Property amenity

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.4 out of 10, Very good, (1,003 reviews)
  • cleanliness
    Splash into family-friendly fun at this stylish hotel with an indoor pool, on-site bistro, and prime location near LEGOLAND® New York.
The price is S$167
includes taxes & fees
26 Jul - 27 Jul
Courtyard by Marriott Middletown Goshen
Lobby

Quality Inn near Mountain Creek

Quality Inn near Mountain Creek
2.5 star property
Vernon
7.6 out of 10, Good, (1,002 reviews)
  • cleanliness
    Engaging hotel with mountain adventures for kids offers free breakfast and nearby waterpark thrills for all ages.
The price is S$139
includes taxes & fees
5 Aug - 6 Aug
Quality Inn near Mountain Creek
Seasonal outdoor pool, pool umbrellas, pool loungers

LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
3.0 star property
Goshen
8.6 out of 10, Excellent, (65 reviews)
  • cleanliness
    Splash into family adventure at LEGOLAND Hotel with an outdoor pool, playground, and game room full of toys for endless fun.
The price is S$591
includes taxes & fees
26 Jul - 27 Jul
LEGOLAND Hotel NEW York
Reception

Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
3.0 star property
Goshen
9.0 out of 10, Wonderful, (1,006 reviews)
  • cleanliness
    Magical family escapes with a splash—seasonal outdoor pool near LEGOLAND® New York provides endless fun and relaxation.
The price is S$229
includes taxes & fees
19 Jul - 20 Jul
Fairfield Inn & Suites by Marriott Goshen Middletown
Business centre

Americas Best Value Inn at Central Valley-Woodbury

Americas Best Value Inn at Central Valley-Woodbury
2.0 star property
Central Valley
7.2 out of 10, Good, (1,002 reviews)
  • cleanliness
    Kids enjoy daytime adventures while parents relax in cosy rooms at this budget-friendly motel near Woodbury outlets.
The price is S$158
includes taxes & fees
12 Jul - 13 Jul
Americas Best Value Inn at Central Valley-Woodbury
Lobby

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.4 out of 10, Very good, (1,009 reviews)
  • cleanliness
    Family fun at Hampton Inn by Hilton Middletown starts with a seasonal pool and LEGOLAND® just a short drive away.
The price is S$160
includes taxes & fees
5 Aug - 6 Aug
Hampton Inn by Hilton Middletown
Free daily continental breakfast

Spark by Hilton Fishkill

Spark by Hilton Fishkill
3.0 star property
Fishkill
8.4 out of 10, Very good, (159 reviews)
The price is S$134
includes taxes & fees
9 Aug - 10 Aug
Spark by Hilton Fishkill
Exterior

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (1,010 reviews)
The price is S$190
includes taxes & fees
26 Jul - 27 Jul
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Choose what matters most at family-friendly hotels in Chester

Breakfast included
Pool

Top Chester Hotel Reviews

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

10/10 Excellent
"This hotel is truly outstanding and a great value. It's clean and well kept, and the staff could not be more helpful. I will definitely be back."
Kenneth 2-night trip
Posted 21 hours ago
La Quinta Inn & Suites by Wyndham Middletown-Goshen

Frequently asked questions

What's Chester like for family-friendly holidays?
The welcoming destination of Chester is a great choice if you've been considering a holiday with the children. The excursions, swimming spots and coffee shops are just some of the things that make this an attractive spot for a family holiday. Take to the air and fly into Newburgh, NY (SWF-Stewart Intl.), which is located 13.5 mi (21.7 km) from the city centre.
What's the best family accommodation in Chester?
The Dominion House Bed & Breakfast is a B&B with an outdoor pool and free parking, and it's a top choice on Expedia for families.
When's the best time to book a family-friendly holiday in Chester?
The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Chester are January, February, March and April, with each month seeing an average of 16 cm of snowfall.
What's there to see and do with your family in Chester?
While you are visiting Chester, you and the family may want to explore some interesting spots such as Sugar Loaf Performing Arts Center, LEGOLAND® New York and Woodbury Common Premium Outlets. Make sure that you have lots of time for activities such as Galleria at Crystal Run and Mount Peter Ski Area.

Explore a world of travel with Expedia